When I was like 18 I had started seeing this girl who lived in an apt with her mother. After dinner and a movie we headed back to her place and we walked into the living room only to find her naked mother sleeping on the couch. She had thought that her mother would still be at work only to find that Mom only worked a half shift that day, had come home, stripped naked, had a few glasses of wine and fallen asleep watching TV. She gets up drunk and disoriented from sleep and just matter of factly introduces herself to me. I’m figuring that since it’s just her and the daughter living there nudity might be cool between them but she probably isn’t OK with some strange boy seeing her naked and might flip out once she wakes up a bit more and realizes that she’s naked. I start trying to develop an interest in looking at the wall next to me and apologize to her while my date says “she doesn’t care” and starts laughing at me. Turns out they were nudists; at the time I had never been to a nudist place or been naked infront of many people at all. After that we ended up all being naked at their apt a lot.
Another time I was at home in the afternoon and my roommates were both at work. I decided to clean my bathroom and take a shower. I always clean the bathroom nude so I don’t have to worry about getting water or cleaning chemicals on my clothes. I go to the kitchen to get the mop and bucket and on the way back I come around the corner only to be face to face with my roommate’s GF, who had stayed over the previous night and had been in his room. We both apologized, thinking that we might have offended the other and quickly laughed about it when we realized that she wasn’t offended by my nudity and I wasn’t offended by her having seen mine.